Literature DB >> 25369540

Visible-light-driven difluoroacetamidation of unactive arenes and heteroarenes by direct C-H functionalization at room temperature.

Lin Wang1, Xiao-Jing Wei, Wen-Liang Jia, Jian-Ji Zhong, Li-Zhu Wu, Qiang Liu.   

Abstract

The directed difluoroacetamidation of unactivated arenes and heteroarenes with bromodifluoroacetamides via visible-light photoredox catalysis has been efficiently achieved at room temperature. Broad utility of this transformation is presented, including electronically deficient heteroaromatic and aromatic systems. The mechanistic pathway of the difluoroacetamidation was discussed based on photoluminescence quenching, spin-trapping, and kinetic isotope effect experiments.

Entities:  

Year:  2014        PMID: 25369540     DOI: 10.1021/ol502676y

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

Review 1.  The Fascinating Chemistry of α-Haloamides.

Authors:  Anna Fantinati; Vinicio Zanirato; Paolo Marchetti; Claudio Trapella
Journal:  ChemistryOpen       Date:  2020-01-13       Impact factor: 2.911

2.  Palladium-catalyzed intramolecular C-H difluoroalkylation: synthesis of substituted 3,3-difluoro-2-oxindoles.

Authors:  Shi-Liang Shi; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-04       Impact factor: 15.336

3.  Copper-Catalyzed Cyclopropanol Ring Opening Csp(3)-Csp(3) Cross-Couplings with (Fluoro)Alkyl Halides.

Authors:  Zhishi Ye; Kristen E Gettys; Xingyu Shen; Mingji Dai
Journal:  Org Lett       Date:  2015-12-04       Impact factor: 6.005

Review 4.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

5.  Direct heterobenzylic fluorination, difluorination and trifluoromethylthiolation with dibenzenesulfonamide derivatives.

Authors:  Michael Meanwell; Bharani Shashank Adluri; Zheliang Yuan; Josiah Newton; Philippe Prevost; Matthew B Nodwell; Chadron M Friesen; Paul Schaffer; Rainer E Martin; Robert Britton
Journal:  Chem Sci       Date:  2018-06-07       Impact factor: 9.825

Review 6.  Progress in Difluoroalkylation of Organic Substrates by Visible Light Photoredox Catalysis.

Authors:  Agostinho Lemos; Christian Lemaire; André Luxen
Journal:  Adv Synth Catal       Date:  2019-01-17       Impact factor: 5.837

  6 in total

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